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A furious President Donald Trump distanced himself from ousted Greek Ambassador Kimberly Guilfoyle, 57, amid her fall from grace, with a brutal dig.
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Trump → sign → dig
Guilfoyle, 57, spectacularly resigned from her post on Tuesday after weeks of bad headlines, including the Daily Mail's exclusive report that she was the subject of an Inspector General (IG) investigation over her lifestyle and spending habits in Athens.
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she → resign → Athens
Trump was asked by a journalist about whether he was surprised by the allegations against Guilfoyle, who was 'almost a member of your family.
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who → ask → family
'No, she wasn't a member of my family,' he replied.
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he → reply → family
'She, I guess, dated my son a long time ago,' Trump said dismissively.
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Trump → guess → son
Guilfoyle began dating Donald Trump Jr in 2018, months after his split from his wife Vanessa, and the pair soon became one of the most recognizable double acts in MAGA world.
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pair → begin → world
Don Jr proposed on New Year’s Eve 2020, but the wedding never happened.
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wedding → propose → Eve
After six years together the relationship quietly unravelled, and by late 2024 he had moved on with Palm Beach socialite Bettina Anderson.
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he → unravel → Anderson
The Daily Mail recently obtained exclusive texts messages revealing new details about the messy, behind-the-scenes breakdown of Don Jr and Guilfoyle's broken betrothal.
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Mail → obtain → betrothal
'She, I guess, dated my son a long time ago,' Trump said dismissively when asked if Guilfoyle was a family member
The president's son, who began dating Guilfoyle shortly after his split from first wife Vanessa Trump in 2018, was spotted locking lips with the model during the outing, according to witnesses (Source: Kimberly Guilfoyle/Instagram)
Trump's new press secretary Katie Zacharia revealed that Trump had asked Guilfoyle to step down during her debut briefing.
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Trump → guess → briefing
'We have asked Ambassador Guilfoyle to resign, she has been a wonderful asset to the team and we wish her well,' Zacharia responded to the Daily Mail's question.
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Zacharia → ask → question
A source close to the ambassador told the Daily Mail that Guilfoyle did not accept the news well, 'making excuses, saying how unfair it was.
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it → tell → excuses
In a statement posted to X, Guilfoyle insisted the allegations against her are ‘false’, and vowed to ‘vigorously defend’ her name and reputation as her time as US Ambassador to Greece comes to an end.
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time → post → end
'I will not allow false accusations to define my decades of public service,' Guilfoyle wrote.
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Guilfoyle → allow → service
While my time as Ambassador may be coming to an end, my commitment to President Trump, the America First movement, and the country I love will never end.
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I → come → Trump
Guilfoyle thanked Trump and Secretary of State Marco Rubio and pointed to her record in Athens, while pledging to remain a ‘loyal supporter’ of the President and his MAGA mission.
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Guilfoyle → thank → President
Trump said on Monday that he was weighing ousting his US ambassador to Greece after a slew of negative headlines about her conduct.
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he → say → conduct
Bettina and Don Jr had a lavish May wedding party and posted never-before-seen photos on Instagram on Monday (Source: Bettina Trump/Instagram)
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Bettina → have → Monday
Donald Trump Jr and Bettina at the couple's lavish bridal shower at Mar-a-Lago in April (Source: yazchernandez/Instagram)
Kimberly Guilfoyle, President Trump's nominee to be the US ambassador to Greece, speaks alongside US President Donald Trump, during a Greek Independence Day celebration in the East Room of the White House in Washington, DC, on March 24, 2025
White House Press Secretary Katie Zacharia speaks during a news briefing in the James S. Brady Press Briefing Room of the White House on October 13
The Daily Mail exclusively reported last week that the State Department officially opened a probe into complaints into Guilfoyle's allegedly 'tyrannical' leadership and lavish corporate perks at the US Embassy in Athens.
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Department → speak → Athens
Three sources said the IG is looking into allegations surrounding Guilfoyle's potential substance abuse, use of private planes and helicopters, close relationship with an energy and construction company, improper gift acceptance and more.
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IG → say → company
The bombshell came in Zacharia's first briefing after her rapid 72-hour ascent to the top media job in the country as Trump faces an onslaught of brutal headlines ahead of the midterm elections in just three weeks.
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Trump → come → weeks
Replacing Karoline Leavitt, the 41-year-old lawyer and political commentator is being thrown straight into the lion's den, getting ready to field a barrage of questions from a press corps eager to probe a series of burgeoning political controversies.
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lawyer → replace → controversies
The new press secretary lived in California with her husband and their children before moving to Washington, DC, just days ago after Trump offered her the job.
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Trump → live → job
She cut the briefing short, taking questions only from the Daily Mail, Breitbart and Fox News after 14-minutes at the podium.
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She → cut → podium
But her debut was undoubtedly defined by the stunning announcement on Guilfoyle.
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debut → define → Guilfoyle
The diplomat had faced mounting pressure over allegations that she solicited a $100,000 donor payment toward personal credit card debt in exchange for political access, and other accusations of unethical behavior the administration is scrambling to address.
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administration → face → behavior
Zacharia holds her first press briefing at the White House in Washington
Last week, the top Democrats on the Senate and House foreign affairs committees urged Secretary of State Marco Rubio to investigate Guilfoyle.
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Democrats → hold → Guilfoyle
'If these reports are accurate, Ambassador Guilfoyle is unfit to represent the United States abroad and should be removed from her position,' wrote Representative Gregory Meeks of New York, the top House Foreign Affairs Democrat.
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Meeks → represent → York
The Daily Mail has exclusively reported that her party girl lifestyle has landed Guilfoyle in hot water with members of Trump's family.
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lifestyle → report → family
Trump-world insider Eric Deters, who Guilfoyle reportedly asked for a six-figure payment, told the Daily Mail that she recruited Deters' wife and her friend to secretly sneak alcohol to her during a political festival, acting 'like a high schooler' hiding booze from her parents.
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she → ask → parents
When the event ended, Guilfoyle insisted on packing up all the leftover catered VIP food to take home, Deters said.
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Deters → end → food
He added that she begged him to compliment her in front of Donald Trump Jr, her former fiancé, in the hope of 'winning back his favor.
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she → add → favor
Zacharia touted Trump's achievements in a long monologue where she focused on energy, telling reporters that the president 'secured the biggest oil deal in world history' after his toppling of Venezuelan dictator Nicolas Maduro
She is a California native and Pepperdine Law graduate
Trump had grown enamored with Zacharia's performances on his favorite channel, Fox News, before making her his new press secretary
Guilfoyle's affinity for Champagne and parties have widely been documented, and insiders urged her to be on good behavior after she was tapped to be President Donald Trump's Greek Ambassador, cautioning that an assignment amid Aegean islands and endless summers wasn't a green light for nonstop partying.
Guilfoyle’s lawyers have hit back at the allegations, insisting the dispute with Deters concerns unpaid work rather than an attempt to sell access to the administration.
In a statement reported Monday, they said he owed her approximately $150,000 for speaking engagements and consulting work performed in 2024 and early 2025.
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he → tout → 2024
Still, Republicans have begun to sour on Guilfoyle, with Senate Majority Whip John Barrasso telling CBS anchor Margaret Brennan on Face The Nation Sunday that the reports about the ambassador were ‘very troubling,’ as well as ‘concerning.’
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reports → begin → ambassador
He added that he expected the State Department to conduct an investigation into the ambassador, before noting that ‘the Senate Foreign Relations Committee will have oversight and look into that as well.’
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Committee → add → that
The Aporia
